US7220847B2 - Detectable labeled nucleoside analogs and methods of use thereof - Google Patents
Detectable labeled nucleoside analogs and methods of use thereof Download PDFInfo
- Publication number
- US7220847B2 US7220847B2 US10/719,257 US71925703A US7220847B2 US 7220847 B2 US7220847 B2 US 7220847B2 US 71925703 A US71925703 A US 71925703A US 7220847 B2 US7220847 B2 US 7220847B2
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- United States
- Prior art keywords
- compound
- oligonucleotide
- label
- alkyl
- biotin
- Prior art date
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- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
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- RXNXLAHQOVLMIE-UHFFFAOYSA-N phenyl 10-methylacridin-10-ium-9-carboxylate Chemical compound C12=CC=CC=C2[N+](C)=C2C=CC=CC2=C1C(=O)OC1=CC=CC=C1 RXNXLAHQOVLMIE-UHFFFAOYSA-N 0.000 description 1
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- 125000005547 pivalate group Chemical group 0.000 description 1
- 239000003880 polar aprotic solvent Substances 0.000 description 1
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- 229920002223 polystyrene Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- HJRIWDYVYNNCFY-UHFFFAOYSA-M potassium;dimethylarsinate Chemical compound [K+].C[As](C)([O-])=O HJRIWDYVYNNCFY-UHFFFAOYSA-M 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- PTJWIQPHWPFNBW-GBNDHIKLSA-N pseudouridine Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1C1=CNC(=O)NC1=O PTJWIQPHWPFNBW-GBNDHIKLSA-N 0.000 description 1
- 150000003220 pyrenes Chemical class 0.000 description 1
- HBCQSNAFLVXVAY-UHFFFAOYSA-N pyrimidine-2-thiol Chemical compound SC1=NC=CC=N1 HBCQSNAFLVXVAY-UHFFFAOYSA-N 0.000 description 1
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- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
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- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
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- 235000019364 tetracycline Nutrition 0.000 description 1
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- 125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
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- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H21/00—Compounds containing two or more mononucleotide units having separate phosphate or polyphosphate groups linked by saccharide radicals of nucleoside groups, e.g. nucleic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/052—Imidazole radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
- C07H19/067—Pyrimidine radicals with ribosyl as the saccharide radical
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/34—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase
-
- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
- G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
- G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
- G01N33/53—Immunoassay; Biospecific binding assay; Materials therefor
- G01N33/531—Production of immunochemical test materials
- G01N33/532—Production of labelled immunochemicals
- G01N33/533—Production of labelled immunochemicals with fluorescent label
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/719,257 US7220847B2 (en) | 2002-11-22 | 2003-11-21 | Detectable labeled nucleoside analogs and methods of use thereof |
| US11/742,123 US7501504B2 (en) | 2002-11-22 | 2007-04-30 | Detectable labeled nucleoside analogs and methods of use thereof |
| US11/742,070 US7456266B2 (en) | 2002-11-22 | 2007-04-30 | Detectable labeled nucleoside analogs and methods of use thereof |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42848402P | 2002-11-22 | 2002-11-22 | |
| US10/719,257 US7220847B2 (en) | 2002-11-22 | 2003-11-21 | Detectable labeled nucleoside analogs and methods of use thereof |
Related Child Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US11/742,123 Division US7501504B2 (en) | 2002-11-22 | 2007-04-30 | Detectable labeled nucleoside analogs and methods of use thereof |
| US11/742,070 Division US7456266B2 (en) | 2002-11-22 | 2007-04-30 | Detectable labeled nucleoside analogs and methods of use thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| US20040171040A1 US20040171040A1 (en) | 2004-09-02 |
| US7220847B2 true US7220847B2 (en) | 2007-05-22 |
Family
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Family Applications (3)
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|---|---|---|---|
| US10/719,257 Active 2025-04-16 US7220847B2 (en) | 2002-11-22 | 2003-11-21 | Detectable labeled nucleoside analogs and methods of use thereof |
| US11/742,123 Expired - Lifetime US7501504B2 (en) | 2002-11-22 | 2007-04-30 | Detectable labeled nucleoside analogs and methods of use thereof |
| US11/742,070 Expired - Lifetime US7456266B2 (en) | 2002-11-22 | 2007-04-30 | Detectable labeled nucleoside analogs and methods of use thereof |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US11/742,123 Expired - Lifetime US7501504B2 (en) | 2002-11-22 | 2007-04-30 | Detectable labeled nucleoside analogs and methods of use thereof |
| US11/742,070 Expired - Lifetime US7456266B2 (en) | 2002-11-22 | 2007-04-30 | Detectable labeled nucleoside analogs and methods of use thereof |
Country Status (6)
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2008046602A2 (en) | 2006-10-18 | 2008-04-24 | Roche Diagnostics Gmbh | 2'-terminator related pyrophosphorolysis activated polymerization |
| US20090118132A1 (en) * | 2004-11-04 | 2009-05-07 | Roche Molecular Systems, Inc. | Classification of Acute Myeloid Leukemia |
| US20100093992A1 (en) * | 2004-11-05 | 2010-04-15 | Dmitry Cherkasov | Macromolecular Nucleotide Compounds and Methods for Using the Same |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1725572B1 (de) * | 2003-11-05 | 2017-05-31 | AGCT GmbH | Makromolekulare nukleotidverbindungen und methoden zu deren anwendung |
| US20050147965A1 (en) * | 2003-12-31 | 2005-07-07 | Zhong Zhandong D. | Compositions and methods for detecting reverse transcriptase in a sample |
| EP1908848B1 (en) * | 2005-05-17 | 2013-04-17 | Sumitomo Bakelite Company, Ltd. | Method for detection of gene |
| US7919242B2 (en) | 2005-06-30 | 2011-04-05 | Roche Molecular Systems, Inc. | Light emission modifiers and their uses in nucleic acid detection, amplification and analysis |
| GB0517097D0 (en) † | 2005-08-19 | 2005-09-28 | Solexa Ltd | Modified nucleosides and nucleotides and uses thereof |
| US8501922B2 (en) * | 2008-02-07 | 2013-08-06 | Pacific Biosciences Of California, Inc. | CIS reactive oxygen quenchers integrated into linkers |
| WO2009105258A1 (en) | 2008-02-22 | 2009-08-27 | Nektar Therapeutics Al, Corporation | Oligomer conjugates of heteropentacyclic nucleosides |
| WO2010056577A1 (en) * | 2008-11-17 | 2010-05-20 | Magic Technologies, Inc. | Methods and compositions in particle-based detection of target molecules using linking molecules |
| US9469868B2 (en) * | 2008-11-17 | 2016-10-18 | Headway Technologies, Inc. | Methods and compositions in particle-based detection of target molecules using covalent bond forming reactive pairs |
| ES2718113T3 (es) | 2010-08-10 | 2019-06-27 | Christopher T Lyons | Sistema y método para detectar desordenes de sueño |
| WO2012112563A2 (en) * | 2011-02-16 | 2012-08-23 | Magic Technologies, Inc. | Methods and compositions for the target-localized anchoring of detectable label |
| FR3020071B1 (fr) | 2014-04-17 | 2017-12-22 | Dna Script | Procede de synthese d'acides nucleiques, notamment d'acides nucleiques de grande longueur, utilisation du procede et kit pour la mise en œuvre du procede |
| FR3025201B1 (fr) | 2014-09-02 | 2018-10-12 | Dna Script | Nucleotides modifies pour la synthese d'acides nucleiques, un kit renfermant de tels nucleotides et leur utilisation pour la production de genes ou sequences d'acides nucleiques synthetiques |
| US11384376B2 (en) | 2018-05-31 | 2022-07-12 | Roche Molecular Systems, Inc. | Reagents and methods for post-synthetic modification of nucleic acids |
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- 2003-11-20 JP JP2004554406A patent/JP4898119B2/ja not_active Expired - Lifetime
- 2003-11-20 AU AU2003294716A patent/AU2003294716A1/en not_active Abandoned
- 2003-11-20 EP EP03785650.7A patent/EP1565480B1/en not_active Expired - Lifetime
- 2003-11-20 WO PCT/EP2003/013014 patent/WO2004048397A2/en active Application Filing
- 2003-11-20 CA CA002506797A patent/CA2506797C/en not_active Expired - Lifetime
- 2003-11-21 US US10/719,257 patent/US7220847B2/en active Active
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2007
- 2007-04-30 US US11/742,123 patent/US7501504B2/en not_active Expired - Lifetime
- 2007-04-30 US US11/742,070 patent/US7456266B2/en not_active Expired - Lifetime
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| US20090118132A1 (en) * | 2004-11-04 | 2009-05-07 | Roche Molecular Systems, Inc. | Classification of Acute Myeloid Leukemia |
| US20100093992A1 (en) * | 2004-11-05 | 2010-04-15 | Dmitry Cherkasov | Macromolecular Nucleotide Compounds and Methods for Using the Same |
| US9035035B2 (en) * | 2004-11-05 | 2015-05-19 | Genovoxx Gmbh | Macromolecular nucleotide compounds and methods for using the same |
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Also Published As
| Publication number | Publication date |
|---|---|
| CA2506797A1 (en) | 2004-06-10 |
| EP1565480A2 (en) | 2005-08-24 |
| CA2506797C (en) | 2009-02-10 |
| AU2003294716A1 (en) | 2004-06-18 |
| US7501504B2 (en) | 2009-03-10 |
| JP2006510623A (ja) | 2006-03-30 |
| JP4898119B2 (ja) | 2012-03-14 |
| US7456266B2 (en) | 2008-11-25 |
| AU2003294716A8 (en) | 2004-06-18 |
| EP1565480B1 (en) | 2018-08-22 |
| WO2004048397A3 (en) | 2004-07-01 |
| US20070208169A1 (en) | 2007-09-06 |
| US20040171040A1 (en) | 2004-09-02 |
| WO2004048397A2 (en) | 2004-06-10 |
| US20070202576A1 (en) | 2007-08-30 |
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